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Train & Walking Tour: Chicago Loop - Home of the Modern Skyscraper

Train & Walking Tour: Chicago Loop - Home of the Modern Skyscraper

Overview

We start our tour at one of the most interesting buildings in the Loop — the Fine Arts Building. Built in 1884 as a showroom and office complex, the building was converted later into its present-day use.

Then we're off to the Harold Washington Chicago Public Library, the design of which was the winner of a competition to design a new library for the city. From there, we'll view three Chicago landmarks built in the late 1800s, then visit the beautiful Marquette Building, the Field Building (built on the site of the world's first modern skyscraper) and then see the amazing atrium lobby of the world-renowned Rookery Building.

Next, we're off to the beautifully-restored Quincy L stop (authentic 1897 design) to take the train to our last stops. We visit the iconic Macy's to see the beautiful Tiffany mosaic then we wrap up the tour at the Cultural Center to experience the world's largest Tiffany dome.

Make a day of it and book our Pedway or Historic Pubs tour for the afternoon!

City: Chicago

Sat 19 Apr

Other dates

You can choose the date already on the booking website

Starting at $65.00

Make a reservation

Sat 19 Apr

Starting at $65.00

Make a reservation

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What's Included

Transit tickets

Local expert guide

Additional Info

Not recommended for travelers with spinal injuries
Not recommended for travelers with poor cardiovascular health
Public transportation options are available nearby
Travelers should have at least a moderate level of physical fitness
Should be able to climb stairs as not all train stations are equipped with elevators

What To Expect

Fine Arts Building

Meet your guide in the lobby and tour this famous building, which still has manually operated elevators.

Harold Washington Library Center

Check out the library's hidden gems and exhibits.

Monadnock Building

Take a close-up look at what was once the largest office building in the world.

Marquette Building

Learn about this national landmark.

The Rookery Building

Take a quick look at one of the most architecturally-significant buildings in the city.

Macy's on State Street

Visit this iconic department store and marvel at its amazing architecture.

Chicago Cultural Center

Wrap up the tour with a quick peek at the home of the world's largest Tiffany dome.

Show 4 more stops

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (34)

HBdori

May 2023

All four of us (adults) really loved this tour. Decent amount of walking, short ride on L-train, and so cool to see inside of some of these 'modern' skyscrapers. Our guide Tom was knowledgable, friendly, and provided interesting information - you could tell how much he loves, appreciates Chicago (and we felt that way too). He let us tailor the tour a bit - a longer lunch break at Revival food hall - great, local foods - and quick trip into the Money Museum. All so good. Looking forward to going back and doing one of the other tours offered.

Response from Host

May 2023

So glad you enjoyed the tour! Hope to see you again!

Venture260154

May 2023

Really great tour. Tom our guide was knowledgeable, personable, tailored the tour to our interests. Highly recommend. Perfect amount of walking, attractions, and information. Rock chalk!

Response from Host

May 2023

Glad to hear you enjoyed the tour!

ashleydJ5553BB

Apr 2023

We had so much fun! Tom was very attentive and knowledgable and he showed us a bunch of extra spots around town, he has so much love for the city of Chicago and made us love it too!

Response from Host

Apr 2023

Thanks for your review! Glad you enjoyed exploring the city with Tom!